title: Isolation and synthesis of a bioactive benzenoid derivative from the fruiting bodies of Antrodia camphorata.
abstract: A new enynyl-benzenoid, antrocamphin O (1,4,7-dimethoxy-5-methyl-6-(3'-methylbut-3-en-1-ynyl)benzo[d][1,3]dioxide), and the known benzenoids antrocamphin A and 7-dimethoxy-5-methyl-1,3-benzodioxole, were isolated from the fruiting bodies of Antrodia camphorata (Taiwanofungus camphoratus). The structure of antrocamphin O was unambiguously assigned by the analysis of spectral data (including 1D and 2D NMR, high-resolution MS, IR, and UV) and total synthesis. Compound 1 was prepared through the Sonogashira reaction of 5-iodo-4,7-dimethoxy-6-methylbenzene and 2-methylbut-1-en-3-yne as the key step. The benzenoids were tested for cytotoxicity against the HT29, HTC15, DLD-1, and COLO 205 colon cancer cell lines, and activities are reported herein.
authors.affiliation: School of Pharmacy, Taipei Medical University, Taipei 110, Taiwan.
authors.forename: Pi-Yu
authors.initials: PY
authors.lastname: Chen
authors.forename: Jen-Der
authors.initials: JD
authors.lastname: Wu
authors.forename: Kai-Yih
authors.initials: KY
authors.lastname: Tang
authors.forename: Chieh-Chou
authors.initials: CC
authors.lastname: Yu
authors.forename: Yueh-Hsiung
authors.initials: YH
authors.lastname: Kuo
authors.forename: Wen-Bin
authors.initials: WB
authors.lastname: Zhong
authors.forename: Ching-Kuo
authors.initials: CK
authors.lastname: Lee
mesh_terms: D000480:Alkynes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000840:Anisoles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D055491:Antrodia / Q000737:chemistry*; D052117:Benzodioxoles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D055808:Drug Discovery; D048690:Fruiting Bodies, Fungal / Q000737:chemistry; D019073:HT29 Cells; D006801:Humans
chemical_list: C586218:7-dimethoxy-5-methyl-1,3-benzodioxole; D000480:Alkynes; D000840:Anisoles; D000970:Antineoplastic Agents; D052117:Benzodioxoles; C550852:antrocamphin A; C586217:antrocamphin O